Cycling holiday villas and apartments Isle of Wight

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Isle of Wight

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350 Holiday homes

Filters applied: Cycling holidays (350)

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(4) Excellent 

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Central location close to town centre, beach, pier, restaurants and public houses.  …see more

from £54 / night

£240 - £631 / week

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from £54 / night

(8) Excellent 

16

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing - everything you could want and more ......” A fab property minutes from Yarmouth and the ferry terminal, but tucked away in the haven called Fort Victoria Country Park. Woodland Cottage is great - big enough not to feel on top of each other b  …see more

from £140 / night

£725 - £2240 / week

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from £140 / night

(14) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“This place is fantastic!” We have just spent a week at Hurst View on the Isle Of Wight, it is in an ideal spot. The ferry terminal is only 5-10mins down the road, whichwas a great stress free start to the week. The house itself is very spacious with r  …see more

from £59 / night

£410 - £970 / week

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from £59 / night

(25) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
Luxury Holiday accommodation sleeps 2 people fully equipped luxury Lodge in Ryde.  …see more

from £60 / night

£350 - £504 / week

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from £60 / night

(12) Excellent 

19

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“bijou, quiet, clean” Compact but everything you would need for a short break. Very clean. Lovely location. No cooker but we had one 'ping' meal using the microwave and wandered down to the local pub every other evening to eat.  …see more

from £40 / night

£240 - £425 / week

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from £40 / night

(8) Excellent 

58

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Comfortable, Affordable and Amazing Location” My partner and myself wanted to take our 3 young children aged 3, 6 and 9 on a week's break somewhere during half term and decided on the Isle of Wight. After looking at various accommodation options we bo  …see more

from £36 / night

£250 - £450 / week

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from £36 / night

(12) Excellent 

24

Godshill holiday cottage rental

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mrs Jan walton” Really lovely cottage tucked away in the most peaceful of locations, set in a beautiful garden with gingerbread house over looking a pond perfect for afternoon tea. As the cottage is towards the centre of the island it is a good locati  …see more

from £79 / night

£550 - £995 / week

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from £79 / night

(28) Excellent 

22

Holiday barn with golf nearby in Freshwater

Freshwater / Freshwater Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely place fab location” We really enjoyed our stay here- we hadn't realised how close to the sea it was and how accessible everything is. The cottage is lovely, lots of information and a good selection of books which the kids loved. Thank you!  …see more

from £55 / night

£360 - £1080 / week

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from £55 / night

(16) Very Good 

24

Holiday log cabin in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Peaceful views, quiet night sleeps - nice accomodation” Cedar Croft is a lovely beach lodge situated down a fairly long farm track nestling with several other chalets overlooking the solent. The directions and check in information supplied was very go  …see more

from £57 / night

£400 - £670 / week

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from £57 / night

(37) Excellent 

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Brilliant Holiday” We have just returned from our first family holiday on the Isle Of Wight with our two children aged 9 and 6. The Cabin is an amazing place to stay for a holiday, very clean and has everything you need. The swimming pool seemed bigge  …see more

from £93 / night

£650 - £1400 / week

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from £93 / night

(20) Excellent 

19

Cowes holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Homely little cottage in the heart of Cowes” A beautiful little cottage right in the heart of Cowes, within easy walking distance to all shops, pubs and resteraunts. Beautifully decorated and very comfortable accommodation. The only drawback is the p  …see more

from £60 / night

£1575 / week

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from £60 / night

(42) Excellent 

27

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
“Wow! What a view.” An amazing place to just relax and watch the world go by. Seashells is clean, comfortable and very good value for money. Everything you need for a relaxing holiday is here, even a welcoming bottle of wine. Lots of places to eat clos  …see more

from £70 / night

£420 - £720 / week

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from £70 / night

(12) Excellent 

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Warm & welcoming with fabulous grounds” We stayed for one week and explored the island. It's a great spot to discover inland highlights like Robin Hill Country Park & the coast at Brook and Yarmouth. The cottage is really cosy with a twin room upsta  …see more

from £100 / night

£400 - £800 / week

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from £100 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(2) Excellent 

16

Holiday cottage in Brook

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

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from £130 / night

(18) Excellent 

12

Holiday chalet with shared pool, golf nearby in Gurnard

Isle of Wight / Gurnard

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Decorated to a high standard and spotless” We booked this chalet for one week, we stay on the Island every year in self catering accommodation and this was by far the best we have stayed in. The chalet is decorated to a high standard, it was absolutel  …see more

from £80 / night

£350 - £850 / week

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from £80 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Enjoy a unique farm holiday at the Garlic Farm on the Isle of Wight. Peaceful, beautiful location close to footpaths and cycle ways. 10 minutes from the beach and most other attractions. Tennis court, football pitch and restaurant on site. Dogs welcome by arrangement.&l  …see more

from £145 / night

£675 - £1310 / week

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from £145 / night

(6) Excellent 

30

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Lovely house, excellent location!” We travelled with our 4 children and we were really pleased with Plum Cottage. The house was immaculate and well decorated. We were al little worried out having four children in the house and having a deposit resti  …see more

from £110 / night

£600 - £1090 / week

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from £110 / night

(1)  

11

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
isle of wight, self catering chalet, beautiful views 5 mins walk to sandy beach<br />fully equipped, electric FREE  …see more

from £32 / night

£220 - £500 / week

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from £32 / night

(16) Excellent 

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect in every way” I stayed at the Lodge with my 90 year old Aunt. She has some mobility problems so the search for accommodation was very specific. Our needs were met perfectly. She had no trouble moving around the house or getting to and from fr  …see more

from £52 / night

£360 - £700 / week

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from £52 / night

(15) Very Good 

22

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Superb!” This is a real hidden gem, as are the the owners! From start to finish they made us feel most welcome and nothing was too much trouble for them. The cottage was absolutely delightful and the 30ft. swimming pool was immaculately clean and warm  …see more

from £114 / night

£795 - £1500 / week

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from £114 / night

(4) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Well-equipped, clean, comfortable, cosy, newly refurbished semi-detached bungalow with the most superb uninterrupted views of the Solent towards Hurst Castle. Visitors have called it "home from home" and the most perfect holiday accommodation. You will love it  …see more

from £38 / night

£260 - £560 / week

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from £38 / night

(17) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Perfect - Fresh and light an enjoyable holiday” Excellent location, with stunning views. Apartment well looked after, clean and tidy. A delightful holiday with all the necessary facilities. 5 Minute walk to the seaside. 5 Stars  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(6) Very Good 

26

Holiday apartment letting

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Comfortable, spotlessly clean, hot tub all towels including beach towels, and all linen, bedding and tea towels included free of charge.Central heating and hot water included.The sandy beach is a ten minute walk.  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
Spectacular Sea Views and only 1 minutes walk to the beach.Fully equipped 2 bedroom holiday bungalow suitable for up to 2 adults and 2 children.Wifi is available.<br />The bungalow will be ready for guests from 2 pm onwards. Check out on day of departure is by 10  …see more

from £30 / night

£190 - £590 / week

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from £30 / night

(3) Excellent 

13

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A home from home” A lovely homely place to stay, comfortable clean everything you need for the perfect getaway, incredibly well presented in a lovely location, will be back again for sure.  …see more

from £45 / night

£315 / week

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from £45 / night

(9) Excellent 

23

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
only a few minutes away from the beach, stunning views, spectacular sunsets, family friendly environment with other families and children around, extensive well kept grounds, playground facilities, mini golf, homely, well maintained interior, unlimited free internet<  …see more

from £36 / night

£250 - £550 / week

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from £36 / night

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Beach, Bembridge, 3 bedrooms,  …see more

from £115 / night

£500 - £1190 / week

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from £115 / night

18

Niton holiday home rental

Isle of Wight / Niton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Woodington is an attractive Victorian property in an idyllic setting with breathtaking cliff views. Providing spacious accommodation it is well presented throughout, with four double bedrooms and one twin bedroom. The family bathroom comprises of bath, wash hand basin w  …see more

from £220 / night

£875 - £2025 / week

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from £220 / night

(17) Very Good 

7

Holiday log cabin in Gurnard

Isle of Wight / Gurnard

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“Stunning location” We stayed here for my fiance's birthday and had a great time. The view is simply beautiful and the beach is only a 2min walk (really quiet secluded beach, we were the only 2 down there moat the time). We had a couple of issues with  …see more

from £65 / night

£500 / week

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from £65 / night

(13) Very Good 

15

Chalet letting in Cowes with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely chalet, good facilities.” A lovely home from home. We stayed for 4 nights over the weekend of the Isle of White Festival. We didn't want to camp at the festival & this chalet was the perfect alternative on a budget. With 4 adults and a 5 month  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
Fantastic 3 bedroom cottage (sleeps 8) in the heart of Cowes, minutes from the marina, shops, restaurants, bars and high speed ferry. Great for families or groups of friends. Please ask about RedFunnel ferry bookings. No pets or smokers please.  …see more

from £85 / night

£350 - £2000 / week

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from £85 / night

(3) Excellent 

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
A rural village holiday getaway close to the unspoilt south west cost of the Isle of Wight. New for 2015 Church View is a stylish and modern family house set in the picturesque village of Shorwell opposite its historic church and country pub. Surrounded by beautiful cou  …see more

from £100 / night

£600 - £1350 / week

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from £100 / night

(21) Excellent 

24

Apartment rental in Shanklin

Shanklin / Old Village

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“The Courtyard is an excellent place to stay” We were extremely comfortable during our stay as the owners, who were friendly and helpful, had thought of everything a guest might want and provided it. The property was very clean and is in a good locati  …see more

from £88 / night

£350 - £516 / week

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from £88 / night

(11) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Fantastic weekend” Went with a large group of friends to celebrate a birthday. Very good for walking (to the New Inn in Shalfleet). Though a slight shame that parts of the coastal path were closed due to erosion you can't blame the house! Fantastic fa  …see more

from £200 / night

£795 - £3250 / week

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from £200 / night

(95) Excellent 

20

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“AMAZING! HIGHLY RECOMMENDED” This was our second stay in this apartment. Beautiful apartment, beautiful location! We would stay there forever if we could! Owners are very pleasant and welcoming. Would highly recommend for anyone wishing to stay somewh  …see more

from £70 / night

£345 - £599 / week

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from £70 / night

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca  …see more

from £100 / night

£370 - £2300 / week

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from £100 / night

(2) Excellent 

8

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This is a beautiful open plan chalet that easily accommodates 6. The kitchen caters for all guests, supplying you with a table and six chairs as well as all the cooking facilities and crockery you will require. Within the lounge is a large sofa bed, Free-view TV/DVD, s  …see more

from £50 / night

£390 - £550 / week

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from £50 / night

(20) Excellent 

35

Holiday cottage in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Fantastic location, gorgeous home and lovely host” From the moment we arrived on the Ferry Jenny ensured we had all the information we needed which made our holiday so much easier. The cottage is super central and near some great bars and pubs. The co  …see more

from £145 / night

£475 - £1550 / week

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from £145 / night

(12) Excellent 

13

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Beautiful” Such a beautiful chalet with lots of space. Excellent location for children as they could just play out on the green. Lovely decor and a well equipped kitchen. Cannot find any faults at all, will hope to come back again next year..  …see more

from £36 / night

£250 - £485 / week

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from £36 / night